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Key West Historic District Vacation Packages

Key West Historic District Flight + Hotel packages

Price found within the past 48 hours. Click for updated prices.
BEST DEAL! 2BR Modern Beachfront Ocean Drive WiFi

BEST DEAL! 2BR Modern Beachfront Ocean Drive WiFi

3 out of 5
South Beach
Price was $1,139, price is now $513 per person
$513
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3-star business-friendly vacation home in Miami Beach. Enjoy free parking, laundry facilities, and cable TV channels. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was $1,303, price is now $562 per person
$562
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Stay at this 3.5-star apartment in Miami. Enjoy free WiFi, a 24-hour fitness center, and valet parking (surcharge). Popular attractions Kaseya Center and Bayside Marketplace are located nearby.
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,591, price is now $692 per person
$692
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star beach hotel in Miami Beach. Enjoy free WiFi, a beach locale, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Ocean Drive are located nearby.
President Hotel

President Hotel

3.5 out of 5
South Beach
Price was $1,385, price is now $634 per person
$634
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 3.5-star hotel in Miami Beach. Enjoy free breakfast, free WiFi, and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was $1,237, price is now $570 per person
$570
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Book a stay at this beach hotel in Miami Beach. Enjoy a beach locale, breakfast (surcharge), and valet parking (surcharge). Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Collins Avenue Shopping Area and Lincoln Road Mall are located nearby.
Park Central South Beach

Park Central South Beach

4 out of 5
South Beach
Price was $1,564, price is now $726 per person
$726
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 4-star historic resort in Miami Beach. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Ocean Drive and Collins Avenue Shopping Area are located nearby.
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $19,778, price is now $9,299 per person
$9,299
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this 5-star luxury condo in Miami Beach. Enjoy free WiFi, 3 outdoor pools, and 2 restaurants. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.
Kaskades Hotel South Beach

Kaskades Hotel South Beach

2.5 out of 5
South Beach
Price was $1,399, price is now $710 per person
$710
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Stay at this hotel in Miami Beach. Enjoy free WiFi, a rooftop terrace, and valet parking (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Lincoln Road Mall and Collins Avenue Shopping Area are located nearby.

3-4 Night Vacations in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
BEST DEAL! 2BR Modern Beachfront Ocean Drive WiFi

BEST DEAL! 2BR Modern Beachfront Ocean Drive WiFi

3 out of 5
South Beach
Price was $1,139, price is now $513 per person
$513
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
Cavalier Hotel South Beach

Cavalier Hotel South Beach

3.5 out of 5
South Beach
Price was $1,591, price is now $692 per person
$692
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
President Hotel

President Hotel

3.5 out of 5
South Beach
Price was $1,385, price is now $634 per person
$634
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)
The Penguin Hotel

The Penguin Hotel

3.5 out of 5
South Beach
Price was $1,237, price is now $570 per person
$570
per person
Dec 4 - Dec 8
found 1 day ago
Roundtrip flight included
Atlanta (ATL) to Miami (MIA)

5-7 Night Vacations in Key West Historic District

Price found within the past 48 hours. Click for updated prices.
Flow Miami Hotel

Flow Miami Hotel

3.5 out of 5
Downtown Miami
Price was $1,303, price is now $562 per person
$562
per person
Dec 7 - Dec 14
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
The Retreat Collection at 1 Hotel & Homes South Beach

The Retreat Collection at 1 Hotel & Homes South Beach

5 out of 5
South Beach
Price was $29,177, price is now $13,469 per person
$13,469
per person
Dec 3 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
Bentley Hotel South Beach

Bentley Hotel South Beach

4 out of 5
South Beach
Price was $2,366, price is now $1,149 per person
$1,149
per person
Dec 4 - Dec 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)
EAST Miami Residences

EAST Miami Residences

5 out of 5
Downtown Miami
Price was $3,651, price is now $1,818 per person
$1,818
per person
Dec 3 - Dec 9
found 4 hours ago
Roundtrip flight included
Boston (BOS) to Miami (MIA)

Cheap Hotel Deals in Key West Historic District

Southernmost Beach Resort and Guesthouses

Southernmost Beach Resort and Guesthouses

4 out of 5
1319 Duval Street, Key West, FL
Stay at this 4-star beach hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and a full-service spa. Our guests praise the pool and the bar in our reviews. ...
Opens in a new windowSouthernmost Beach Resort and Guesthouses
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

4 out of 5
601 Front St, Key West, FL
Book a stay at this beach resort in Key West. Enjoy free WiFi, a full-service spa, and a marina. Our guests praise the pool and the bar in our reviews. Popular ...
Opens in a new windowHyatt Centric Key West Resort and Spa
Casa Marina Key West, Curio Collection by Hilton

Casa Marina Key West, Curio Collection by Hilton

4 out of 5
1500 Reynolds Street, Key West, FL
Stay at this 4-star beach resort in Key West. Enjoy 2 outdoor pools, a full-service spa, and a private beach. Popular attractions Duval Street and South Beach ...
Opens in a new windowCasa Marina Key West, Curio Collection by Hilton
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La Concha Key West, Autograph Collection

La Concha Key West, Autograph Collection

4 out of 5
430 Duval St, Key West, FL
Book a stay at this business-friendly hotel in Key West. Enjoy free WiFi, 3 restaurants, and 2 bars/lounges. Our guests praise the bar and the helpful staff ...
Opens in a new windowLa Concha Key West, Autograph Collection
Pier House Resort & Spa

Pier House Resort & Spa

4 out of 5
1 Duval St, Key West, FL
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and 2 bars/lounges. Our guests praise the pool and the bar in our reviews. ...
Opens in a new windowPier House Resort & Spa
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

4 out of 5
1435 Simonton Street, Key West, FL
Stay at this 4-star beach resort in Key West. Enjoy a full-service spa, a private beach, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Opens in a new windowThe Reach Key West, Curio Collection by Hilton
The Southernmost Inn - Adults Only

The Southernmost Inn - Adults Only

3 out of 5
525 United Street, Key West, FL
Stay at this 3-star hotel in Key West. Enjoy free breakfast, 2 outdoor pools, and parking (surcharge). Our guests praise the breakfast and the pool in our reviews. ...
Opens in a new windowThe Southernmost Inn - Adults Only
The Marker Key West Harbor Resort

The Marker Key West Harbor Resort

4 out of 5
200 William Street, Key West, FL
Stay at this 4-star eco-certified hotel in Key West. Enjoy free WiFi, 3 outdoor pools, and breakfast (surcharge). Our guests praise the pool and the bar in our ...
Opens in a new windowThe Marker Key West Harbor Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top Flight Deals

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Spirit Airlines
Sat, Nov 15 - Wed, Nov 19
ATL
Hartsfield-Jackson Atlanta Intl.
MIA
Miami Intl.
$59 Roundtrip, found 22 hours ago
$59
Roundtrip
found 22 hours ago
Select Spirit Airlines flight, departing Sat, Nov 15 from Hartsfield-Jackson Atlanta Intl. to Miami Intl., returning Wed, Nov 19, priced at $59 found 22 hours ago
Frontier Airlines
Tue, Nov 11 - Tue, Nov 18
JFK
John F. Kennedy Intl.
MIA
Miami Intl.
$64 Roundtrip, found 2 hours ago
$64
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Tue, Nov 11 from John F. Kennedy Intl. to Miami Intl., returning Tue, Nov 18, priced at $64 found 2 hours ago
Frontier Airlines
Sun, Nov 16 - Thu, Nov 20
PHL
Philadelphia Intl.
MIA
Miami Intl.
$64 Roundtrip, found 17 hours ago
$64
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Sun, Nov 16 from Philadelphia Intl. to Miami Intl., returning Thu, Nov 20, priced at $64 found 17 hours ago
Frontier Airlines
Tue, Dec 16 - Thu, Jan 8
LGA
LaGuardia
MIA
Miami Intl.
$64 Roundtrip, found 5 hours ago
$64
Roundtrip
found 5 hours ago
Select Frontier Airlines flight, departing Tue, Dec 16 from LaGuardia to Miami Intl., returning Thu, Jan 8, priced at $64 found 5 hours ago